Structure via PubChem · Public domain (PubChem)
thioflavin T
Sign in to saveAlso known as ThT, thioflavine T
Thioflavins are fluorescent dyes that are available as at least two compounds, namely Thioflavin T and Thioflavin S. Both are used for histology staining and biophysical studies of protein aggregation. In particular, these dyes have been used since 1959 to investigate amyloid formation. They are also used in biophysical studies of the electrophysiology of bacteria. Thioflavins are corrosive, irritant, and acutely toxic, causing serious eye damage. Thioflavin T has been used in research into Alzheimer's disease and other neurodegenerative diseases.
In the Vinony graph
Vinony's link graph records 73 inbound references to thioflavin T, and connects out to Congo red, Beta amyloid and amyloid.
It is catalogued under topics including Benzothiazoles, Chembox image size set and ECHA InfoCard ID from Wikidata.
Vinony links it to 11 Wikipedia language editions.
Chemical data
- Formula
- C17H19ClN2S
- Molecular weight
- 318.9 g/mol
- IUPAC name
- 4-(3,6-dimethyl-1,3-benzothiazol-3-ium-2-yl)-N,N-dimethylaniline chloride
- SMILES
- CC1=CC2=C(C=C1)[N+](=C(S2)C3=CC=C(C=C3)N(C)C)C.[Cl-]
- InChIKey
- JADVWWSKYZXRGX-UHFFFAOYSA-M
- Polar surface area
- 35.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
4,670 papers- Molecular mechanism of Thioflavin-T binding to amyloid fibrils.Biochimica et biophysica acta · 2010
- The thioflavin T fluorescence assay for amyloid fibril detection can be biased by the presence of exogenous compounds.The FEBS journal · 2009
- Beyond amyloid proteins: Thioflavin T in nucleic acid recognition.Biochimie · 2021
- Insulin Formulation Characterization-the Thioflavin T Assays.The AAPS journal · 2017
- Self-Blinking Thioflavin T for Super-resolution Imaging.The journal of physical chemistry letters · 2024
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- nitrogen
- Mass
- 318.096
Show 4 more facts
- canonical SMILES
- CC1=CC2=C(C=C1)[N+](=C(S2)C3=CC=C(C=C3)N(C)C)C.[Cl-]
- chemical formula
- C₁₇H₁₉ClN₂S
- subject has role
- fluorophore
- Commons category
- Thioflavin T
via Wikidata · CC0
~4 min read
Encyclopedic overview
4 sectionsContents
- Thioflavin T
- Thioflavin S
- See also
- References
Thioflavins are fluorescent dyes that are available as at least two compounds, namely Thioflavin T and Thioflavin S. Both are used for histology staining and biophysical studies of protein aggregation. In particular, these dyes have been used since 1959 to investigate amyloid formation. They are also used in biophysical studies of the electrophysiology of bacteria. Thioflavins are corrosive, irritant, and acutely toxic, causing serious eye damage. Thioflavin T has been used in research into Alzheimer's disease and other neurodegenerative diseases.
==Thioflavin T== Thioflavin T (Basic Yellow 1, Methylene yellow, CI 49005, or ThT) is a benzothiazole salt obtained by the methylation of dehydrothiotoluidine with methanol in the presence of hydrochloric acid. The dye is widely used to visualize and quantify the presence of misfolded protein aggregates called amyloid, both in vitro and in vivo (e.g., plaques composed of amyloid beta found in the brains of Alzheimer's disease patients).
Excerpted from Wikipedia’s “thioflavin T” article, available under the CC BY-SA 4.0 licence.